Moving to New York City wasn’t an easy task. Aside from general culture shock, I was settling into a vastly different environment – trading farms and livestock for fifth-floor walk-ups and an ocean of taxis - but I quickly learned that to satisfy my fearless spirit, I would have to tackle a much more modern set of trails… think subways, sidewalks, and stairwells. The Shrewsbury Peak Waterproof Blazer (pictured above) can handle this new trail; it’s great for unpredictable weather (how many other blazers are waterproof?) and is still polished enough to pull an outfit together.

It’s been over eight years since I moved here, and I’m still charmed by this place. I no longer pull riskier moves like riding ATVs in the dark or attempting to tame wild snakes (true story!) but I’m still the same person. I never lost my bold zest for life and I never lost my love for Timberland.

Timberland has always been at the forefront of style. The ubiquitous boot (you know the one…) has been on the feet of almost every fashion-conscious person on Earth.

But did you know Timberland is so much more than just than one boot? Aside from being one of the most respectedbrands in the outdoor space, they also carry a vast catalog of products fit for your everyday.

From slim-cut selvedge denim to weatherproof blazers, Timberland takes the mathematics out of staying stylish by offering pieces that transition as easily from work to weekend as you do! So go ahead, take to your modern trail with rugged, functional, and – most importantly – stylish pieces from Timberland.

Believe me, your body will thank you.

Scout Sixteen is a fashion and travel blog run by New Yorker Justin Livingston